L-Chlorozotocin.

T P Johnston; G S McCaleb; T Anderson; D S Murinson

doi:10.1021/jm00191a030

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L-Chlorozotocin.

T P Johnston·G S McCaleb·T Anderson·D S Murinson

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Abstract

L-Chlorozotocin (2-[[[2-chloroethyl)nitrosoamino]carbonyl]amino]-2-deoxy-L-glucose) was synthesized in seven steps from L-arabinose for comparison with chlorozotocin, which is the D enantiomorph and an antineoplastic agent with clinical potential. Purification of the intermediate 2-amino-2-deoxy-L-glucose as the Schiff's base formed with 4-methoxybenzaldehyde ensured complete separation from the manno epimer. Comparative screening against leukemia L1210 with concurrent toxicity controls revealed no significant difference between D- and L-chlorozotocin in either activity or toxicity.

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Animals Bone Marrow DNA, Neoplasm Leukemia L1210 Male Mice Stereoisomerism Streptozocin Journal Article Research Support, U.S. Gov't, P.H.S.

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T P Johnston, G S McCaleb, T Anderson, D S Murinson. 1979. L-Chlorozotocin.. https://doi.org/10.1021/jm00191a030

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